Acetic Acid → N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide

HRID 1927604ノート

反応式

HRID 1927604 の反応式
[CH2:1]([CH:3]([CH2:31][CH3:32])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=3)[C:20](O)=[O:21])[CH2:15][CH2:14]2)=[C:9]([F:30])[CH:8]=1)=[O:5])[CH3:2].CO[C:35](=O)[CH:36]([N:44]1CCN(C2C=CC(NC(=O)C(CC)CC)=CC=2F)[CH2:46][CH2:45]1)C1C=CC=C(F)C=1.[OH-].[K+].CC(O)=O>O.CO.O>[CH2:36]([N:44]([CH2:45][CH3:46])[C:20]([CH:19]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)[N:16]1[CH2:15][CH2:14][N:13]([C:10]2[CH:11]=[CH:12][C:7]([NH:6][C:4](=[O:5])[CH:3]([CH2:1][CH3:2])[CH2:31][CH3:32])=[CH:8][C:9]=2[F:30])[CH2:18][CH2:17]1)=[O:21])[CH3:35]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 16667233HCID 16667233、化合物HCID 69304344{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid

生成物 1

HCID 16667279N-(4-{4-[Diethylcarbamoyl-(3-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-fluoro-phenyl)-2-ethyl-butyramide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

{4-[4-(2-Ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid. A mixture of {4-[4-(2-ethyl-butyrylamino)-2-fluoro-phenyl]-piperazin-1-yl}-(3-fluoro-phenyl)-acetic acid methyl ester (0.22 g, 0.47 mmol) in water/MeOH (1:4, 5 mL) was treated with KOH (0.095 g, 1.70 mmol) and the resulting mixture was heated at reflux for 24 h. The mixture was cooled to rt and acidified to pH 6.5 with AcOH. The mixture was diluted with water and extracted with DCM. The organic layer was dried (Na2SO4) and concentrated to yield the title compound (0.24 g), which was carried forward to the next step.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 24 h
  3. extractionextracted with DCM
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-2d8e1da77f8f4028b8b2850060e14dbd
出典データセット
uspto-grants-2012_05
特許番号
US08183239B2

反応ノート

読み込み中…